A facile entry into a stable functionalized bis(methylene)cyclobutene system

Authors
Braverman, S Kumar, EVKS Cherkinsky, M Sprecher, M Goldberg, I
Citation
S. Braverman et al., A facile entry into a stable functionalized bis(methylene)cyclobutene system, TETRAHEDR L, 41(35), 2000, pp. 6923-6927
Citations number
16
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
41
Issue
35
Year of publication
2000
Pages
6923 - 6927
Database
ISI
SICI code
0040-4039(20000826)41:35<6923:AFEIAS>2.0.ZU;2-W
Abstract
A parameter for the stabilization of the 3,4-bis(methylene)cyclobutene syst em has been identified. Appropriate functionalized derivatives, stable even in solution, have been conveniently prepared by tandem double [2,3]-sigmat ropic rearrangement of conjugated dipropargylic sulfenates to diallenic dis ulfoxides and spontaneous cyclization of the latter. Stereochemical aspects are presented. (C) 2000 Elsevier Science Ltd. All rights reserved.